Town of Pine Plains, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Pine Plains, New York on RentalSaver.com!

Town of Pine Plains Rentals

From $2054 per night (USD)
VRBO
Hudson Valley - Picardy Farm: Entire Estate
Bedrooms:
8
Bathrooms:
10
Sleeps:
20
This 19th century Greek revival home is full of history and character, and possesses a surprisingly extensive interior. ...
From $2054 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Hudson Valley - Picardy Farm: The Barn
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The bright and cozy Barn has just been renovated and is part of the Picardy Farm, surrounded by an idyllic pastoral set ...
From $234 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Hudson Valley - Picardy Farm: The Garden House
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This impressive Bright and Sunny 3 Bedroom and 2.5 bath home is comfortable and quiet. With 2 queen bedrooms, 2 single b ...
From $250 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Twin Island Lake Private Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape from it all on your own private island. A once in a lifetime experience to reconnect with nature. 10x12 canvas S ...
From $269 per night (USD)
Expedia
From $700 per night (USD)
VRBO
1990s Cape Cod in Upstate NY
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is a Cape Cod style home built in 1994. Recently under new ownership and not fully furnished, as we are about to u ...
From $700 per night (USD)
VRBO
$JUST 1 AUG WEEK LEFT! Private 4B\/4bath with POOL, TENNIS, PICKLEBALL, BOCCE..\n$
From $870 per night (USD)
VRBO
JUST 1 AUG WEEK LEFT! Private 4B\/4bath with POOL, TENNIS, PICKLEBALL, BOCCE..\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Playground in Paradise. A bucolic retreat, this completely secluded estate, nestled on 65 acres, offering your exclusiv ...
From $870 per night (USD)
VRBO
From $890 per night (USD)
VRBO
A Country Lodge Straight Out of the Pages of a Great Novel
Bedrooms:
0
Bathrooms:
4
Sleeps:
12
The Lodge Imagine a country lodge straight out of the pages of a great novel. Rustic chic combines with modern ameniti ...
From $890 per night (USD)
VRBO
From $950 per night (USD)
Expedia
Secluded and Spectacular Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
The Silo Set on 700 acres of wooded Hudson Valley real estate, The Silo is reached by crossing a bridge over a flowing ...
From $950 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Adorable secret hideaway
Bedrooms:
1
Bathrooms:
0
Sleeps:
1
The Nook (Silo garage apartment) This adorable secret hideaway is a self-contained efficiency apartment set in the mids ...
From $190 per night (USD)
VRBO
From $518 per night (USD)
Expedia
Mid-Century Home Surrounded by Meadows
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Hideaway This mid-century modern home reigns over a magical world in the heart of New York State’s historic Hudson ...
From $518 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Stylish Pine Plains Home Near Parks & Hiking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small town charm meets modern convenience at this updated home in Pine Plains! With 1 bedroom, 1 bathroom, and a fully e ...
From $196 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Swim, kayak, hike, fish, ski and enjoy the countryside in this rustic cabin
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Revamped and Ready! Get cozy at Stissing Lake Guest Cabin, just 90 miles from NYC. Nestled in the Hudson Valley, this ru ...
From $225 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Stunning Country Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This lovely and gracious 5 Bedroom Greek Revival house is located adjacent to Mashomack Preserve in the Stissing Mt Vall ...
From $1000 per night (USD)
VRBO
From $254 per night (USD)
VRBO
The Blue House - St. Peter Hill Summit
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3 Bedroom modern house including 2.5 Bathrooms with open living space. This house impresses with its warm, modern an ...
From $254 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located on a peninsula in Pine Plains, New York. Enjoy the lakefront view from all angles by relaxing on the deck or lou ...
From $470 per night (USD)
VRBO
From $800 per night (USD)
Expedia
Enchanting cottage in a private oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly renovated cottage located at Ingadi Farmhouse, a family owned and run farm situated on 127 acres of land in the Hu ...
From $800 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Hudson Valley Farmhouse on an Idyllic Country Lane
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Willow Vale House is a charming and serene Eyebrow Colonial farmhouse, located on an idyllic country lane in beautiful D ...
From $379 per night (USD)
VRBO
From $1249 per night (USD)
VRBO
Breathtaking Lake and Mountain View 90 Miles From NYC
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Our picturesque 100 year old Victorian country home is located in the Hudson Valley all on 11 acres, with a breathtaking ...
From $1249 per night (USD)
VRBO
From $299 per night (USD)
VRBO
rural, serene + sophisticated space
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
In the country, yet accessible to the Hudson River Valley's engaging towns. So many guests have a hard time leaving to ...
From $299 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Charming 3BR 2BA Oversized Cape with Mountain Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our charming Hudson Valley retreat, situated on 5 acres of serene land just a short two-hour drive from NYC. ...
From $261 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Twin Island Lake House • Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hudson Valley’s best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with p ...
From $339 per night (USD)
VRBO
From $1236 per night (USD)
VRBO
Hudson Valley- Picardy Farm: The Main House
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This 19th-century Greek revival home is full of history and character and possesses a surprisingly extensive interior. T ...
From $1236 per night (USD)
VRBO
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VRBO
Lakefront property at its finest. Nearby fantastic skiing slopes.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lakefront property at its finest, recently renovated designer house. Beautiful Twin Island Lake. The peace and tranquill ...
Click For Pricing
VRBO
From $475 per night (USD)
VRBO
The Cabin-A quiet get away for rest and relaxation
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Quiet escape from the world. The Cabin settles into its surroundings with deceptive subtlety, while inside it is surpris ...
From $475 per night (USD)
VRBO
From $280 per night (USD)
VRBO
150 year old cottage on 120 acres of land next to a stream
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Built in the 1800's but with a modern kitchen and bathrooms this charming cottage with wide plank floor boards and many ...
From $280 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rustic cabin by Twin Island Lake, Pine Plains, NY Sitting on quiet Lake Road and nestled in the woods, my rental built i ...
From $194 per night (USD)
VRBO
From $945 per night (USD)
VRBO
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres
Bedrooms:
10
Bathrooms:
9
Sleeps:
22
The Pines includes a gourmet eat-in kitchen, butler's pantry, formal dining room, music room, library/game room, mud roo ...
From $945 per night (USD)
VRBO
From $1063 per night (USD)
VRBO
Elegant 6,000 Sq' 30 Acre Estate - Spectacular Views!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Private 6,000 sq' home & 30 acre compound. Perfect family retreat. Sleeps 12+. Main House - 5 BR, 5 1/2 bath, gourm ...
From $1063 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Lakefront Designer House in Pine Plains, NY.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lakefront property at its finest, recently renovated designer house. Beautiful Twin Island Lake. The peace and tranquill ...
From $271 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Tanner Farmhouse - Rural Cozy Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the charm of Tanner Farmhouse, a rustic yet modern home in Pine Plains, NY. This meticulously renova ...
From $319 per night (USD)
VRBO
From $364 per night (USD)
VRBO
The Bluehouse - Charming Renovated Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Upstate Bluehouse is a light-filled country home located in the quaint town of Pine Plains in the Hudson Valley. It ...
From $364 per night (USD)
VRBO
From $580 per night (USD)
Expedia
This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson ...
From $580 per night (USD)
Expedia
From $159 per night (USD)
VRBO
the suite @ gallatin farmstead - private, bucolic, serene setting
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
A 675 sq ft. fully private suite with your own entrance in an early American eyebrow colonial. The well appointed space ...
From $159 per night (USD)
VRBO
$3 Building Estate w\/ Pool, Pond & Views, Sleeps 12$
From $983 per night (USD)
VRBO
3 Building Estate w\/ Pool, Pond & Views, Sleeps 12
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Summary: Discover "The Library Retreat," a captivating multi-farmhouse in Pine Plains, just 2 hours from NYC. Set on a v ...
From $983 per night (USD)
VRBO
From $220 per night (USD)
VRBO
The Upstate Cub with Hot Tub and Games By Summer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Restored 1810 cottage where historic charm meets modern living. Follow and tag us on IG @theupstatecub! Welcom ...
From $220 per night (USD)
VRBO
From $395 per night (USD)
VRBO
Delightful Farm Stay In Horse Country: High speed Wifi, Freshly Laid Eggs Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
My home is a four-season sanctuary for all who adore nature, farm animals, and lust for simple comfort with quality rela ...
From $395 per night (USD)
VRBO
From $680 per night (USD)
VRBO
The George is an elegant restored home in the Hudson Valley
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The George is a beautiful perfectly restored turn of the century home in the heart of Hudson Valley horse country. On a ...
From $680 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Family home by Polo fields with great yard & game rm. EV charger, pet friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Renovated & charming 3BR, 2BA home with spacious yard situated across from Mashomack Polo fields in the picturesque Huds ...
From $497 per night (USD)
Expedia

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Town of Pine Plains Rentals

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Results: 38 Rentals